Head of Commercial (Founding GTM Leadership Role)

HireNow Staffing • New York, NY

4d • $175,000 - $200,000 • Remote

About The Position

HireNow Staffing is acting as a direct placement partner for a stealth-stage venture operating at the forefront of the emerging AI agent economy . The company is seeking a Head of Commercial to build and scale its go-to-market motion from the ground up. This is a founding-level role for a commercial leader who thrives in true 0-to-1 environments —someone who can define strategy, secure early enterprise customers, and shape how a category-defining product reaches the market. You will work closely with executive leadership and product teams, serving as the market-facing driver of growth during the company's earliest and most critical stage. This role is best suited for operators who want ownership, ambiguity, and the opportunity to directly influence long-term trajectory—not candidates seeking structured, mature org environments.

Requirements

• 5+ years of experience building and executing go-to-market strategy in high-growth environments
• Demonstrated ability to operate in ambiguous, zero-to-one startup conditions , creating structure where none exists
• Strong technical fluency with the ability to explain complex technology to enterprise decision-makers
• Experience selling into enterprise environments within fintech, payments, AI infrastructure, security, crypto, or adjacent innovation-heavy sectors
• Track record of staying long enough in prior roles to deliver measurable impact ( job stability and longevity required )
• Comfort with frequent travel and high-touch customer relationship building
• Ability to own both strategy and hands-on execution without reliance on large teams or mature infrastructure

Nice To Haves

• Strong network of enterprise decision-makers across payments, fintech, security, crypto, or AI agent ecosystems
• Experience selling innovative security or crypto-enabled products to sophisticated enterprise buyers
• Early-stage startup leadership experience (Seed–Series B), or proven success launching new product lines within larger organizations
• Proven success driving partnership-led growth and building ecosystems around emerging technology categories
• Deep understanding of AI agents and the evolving enterprise adoption landscape

Responsibilities

• Design and execute the company's end-to-end commercial and go-to-market strategy , from early adoption through scalable revenue
• Build trusted relationships with early enterprise customers, structure pilots, and convert initial traction into repeatable growth
• Serve as the voice of the market, partnering closely with the CEO and product leadership to inform roadmap, positioning, and messaging
• Identify, structure, and close strategic partnerships that accelerate distribution and adoption across multiple verticals
• Establish early commercial processes, customer feedback loops, and success metrics that support long-term scaling
• Lead complex sales cycles requiring deep technical fluency and credibility with enterprise buyers
• Operate with high ownership across GTM execution, partnerships, customer insight, and category development

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed